27545-53-5

Basic information

• Product Name: 4,5-Isothiazoledicarboxylic acid, 3-phenyl-, dimethyl ester
• CAS NO: 27545-53-5
• Molecular Formula: C13H11NO4S
• Molecular Weight: 277.301
• Mol File: 27545-53-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 4,5-Isothiazoledicarboxylic acid, 3-phenyl-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Isothiazoledicarboxylic acid, 3-phenyl-, dimethyl ester(27545-53-5)
• EPA Substance Registry System: 4,5-Isothiazoledicarboxylic acid, 3-phenyl-, dimethyl ester(27545-53-5)

Safety Data

• Hazardous Substances Data: 27545-53-5(Hazardous Substances Data)

Upstream product

• 55-21-0 benzamide 
• 2168-78-7 methyl dithiobenzoate 
• 624-49-7 dimethylfumarate 
• 5852-49-3 5-phenyl-1,3,4-oxathiazol-2-one 
• 14730-25-7 3-phenyl-1,4,2-dithiazole-5-thione 
• 2227-79-4 benzenecarbothioamide 
• 60027-35-2 4-phenyl-1,3,2-oxathiazolylium-5-olate 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 14730-26-8 5-phenyl-1,3,4-dithiazol-2-one 
• 73501-01-6 2,2-bis(trichloromethyl)-5-phenyl-1,3,4-oxathiazole 
• 62157-38-4 S,S-diphenyl-N-thiobenzoyl-sulfimide 
• 56973-71-8 N-benzyl-imidosulfurous acid difluoride 
• 67048-45-7 3-phenyl-4,5-dihydro-isothiazole-4r,5t-dicarboxylic acid dimethyl ester 
• 73501-00-5 5-phenyl-2-trichloromethyl-1,3,4-oxathiazole 

Downstream Products

• 18160-81-1 3-phenyl-isothiazole-4-carboxylic acid amide 
• 27545-55-7 3-phenylisothiazole-4-carbonyl chloride 
• 1172590-08-7 N-(2-methoxy-2-oxoethyl)-4-carbamoyl-3-phenyl-isothiazole-5-carboxylic acid methyl ester 
• 1172590-09-8 N-(2-methoxy-2-oxoethyl)-5-carbamoyl-3-phenyl-isothiazole-4-carboxylic acid methyl ester 
• 126244-34-6 3-phenyl-isothiazole-4,5-dicarboxylic acid 4-methyl ester 
• 1172590-07-6 3-phenyl-isothiazole-4,5-dicarboxylic acid 5-methyl ester 
• 1172590-16-7 4,7-dihydroxy-3-phenyl-isothiazolo[4,5-c]pyridine-6-carboxylic acid methyl ester 
• 1172590-14-5 4,7-dihydroxy-3-phenyl-isothiazolo[5,4-c]pyridine-5-carboxylic acid methyl ester 
• 1172590-12-3 4,7-dihydroxy-3-phenyl-isothiazolo[4,5-c]pyridine-6-carboxylic acid butyl ester 
• 1172590-10-1 4,7-dihydroxy-3-phenyl-isothiazolo[5,4-c]pyridine-5-carboxylic acid butyl ester 
• 92126-33-5 3-phenyl-4,5-bis(hydroxymethyl)isothiazole bis(methylcarbamate) 
• 92126-32-4 3-phenyl-4,5-bis(hydroxymethyl)isothiazole 
• 76240-12-5 methyl 5-<(NN'-diphenylamidino)carbamoyl>-3-phenylisothiazole-4-carboxylate 
• 27545-54-6 3-phenyl-isothiazole-4,5-dicarboxylic acid 

Relevant articles and documents

Microwave-assisted generation and reactions of nitrile sulfides

An improved practical method is described for the generation of benzonitrile sulfide based on microwave-assisted decarboxylation of 5-phenyl-1,3,4-oxathiazol-2-one. Reaction times for the preparation of cycloadducts (e.g. isothiazoles and 1,2,4-thiadiazoles) derived from the nitrile sulphide are reduced from typically 15-30 h to approximately 15 min.

Nitrile Sulfides Part 16.1,2Synthesis of 1,2-benzisothiazolesvia nitrile sulfide cycloaddition reactions

The cycloaddition reactions of nitrile sulfides have been used to prepare benzisothiazole quinones and 1,2-benzisothiazole-5,6-dicarboxylates. The nitrile sulfides, generated by thermal decarboxylation of 1,3,4-oxathiazol-2-ones, reacted with 1,4-naphthoquinone to afford 3-substituted naphtho[2,3-d] isothiazole-4,9-diones (17), together with nitriles as by-products. The corresponding reactions with 1,4-benzoquinone yielded regioisomeric mixtures of 2:1 adducts. The 1,2-benzisothiazole-5,6-dicarboxylates were synthesised by a sequence involving both nitrile sulfide and Diels-Alder cycloaddition reactions. Dimethyl 3-phenylisothiazole-4,5-dicarboxylate (34), prepared from benzonitrile sulfide and dimethyl acetylenedicarboxylate (DMAD), was converted into the 4,5-bis(dibromomethyl) analogue 37 via the bis(dihydroxymethyl) compound 35. Treatment of 37 with sodium iodide in the presence of DMAD afforded dimethyl 3-phenyl-1,2-benzisothiazole-5,6-dicarboxylate (30) via the isothiazole o-quinodimethane 32. ARKAT-USA, Inc.

ISOTHIAZOLE-PYRIDINE DERIVATIVES AS MODULATORS OF HIF (HYPOXIA INDUCIBLE FACTOR) ACTIVITY

The present invention relates to novel compounds according to Formula I or II, methods, and compositions capable of decreasing HIF hydroxylase enzyme activity, thereby increasing the stability and/or activity of hypoxia inducible factor (HIF). Formula (I) or (II).